Synthesis, complexation, and supramolecular assembly of 21,30-dithia-17,25-dimethyl-1,4,7,10,13-pentaoxa[13.3.3](1,2,6)cyclophane

Organic Letters

Volumn 4, Issue 19, 2002, Pages 3211-3214

  Xu, Jianwei ^a   Lai, Yee Hing ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE;

EID: 0011997257     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026374+     Document Type: Article

References (30)

1. (a) Inokuma, S.; Sakaki, S.; Nishimura, J. Top. Curr. Chem. 1994, 172, 87.
2. (b) Helgeson, R. C.; Timko, J. M.; Cram, D. J. J. Am. Chem. Soc. 1974, 96, 7380.
3. (c) Helgeson, R. C.; Tarnowski, T. L.; Timko, J. M.; Cram, D. J. J. Am. Chem. Soc. 1977, 99, 6411.
4. (d) Hiratani, K.; Goto, M.; Nagawa, Y.; Kasuga, K.; Fujiwara, K. Chem. Lett. 2000, 1364.
5. (e) Tokuhisa, H.; Ogihara, T.; Nagawa, Y.; Hiratani, K. J. Inclusion Phenom. Macrocycl. Chem. 2001, 39, 347.
6. (f) Allwood, B. L.; Kohnke, F. H.; Stoddart, J. F.; Williams, D. J. Angew. Chem., Int. Ed. Engl. 1985, 24, 581
7. (g) Tsuzuki, S.; Houjou, H.; Nagawa, Y.; Hiratani, K. J. Chem. Soc., Perkin Trans. 2 2000, 1951.
8. (h) Tokuhisa, H.; Nagawa, Y.; Uzawa, H.; Hiratani, K. Tetrahedron Lett. 1999, 40, 8007.
9. (i) Hiratani, K.; Uzawa, H.; Kasuga, K.; Kambayashi, H. Tetrahedron Lett. 1997, 38, 8993.
10. Inokuma, S.; Takezawa, M.; Satoh, H.; Nakamura, Y.; Sasaki, T.; Nishimura, J. J. Org. Chem. 1998, 63, 5791.
11. (a) Tsuzuki, S.; Houjou, H.; Nagawa, Y.; Goto, M.; Hiratani, K. J. Am. Chem. Soc. 2001, 123, 4255.
12. (b) Uchimaru, T.; Korchowiec, J.; Tsuzuki, S.; Matsumura, K.; Kawahara, S. Chem. Phys. Lett. 2000, 318, 203.
13. Anker, W.; Berveridge, K. A.; Bushnell, G. W.; Mitchell, R. H. Can. J. Chem. 1984, 62, 661.
14. Mitchell, R. H.; Vinod, T. K.; Bodwell, G. J.; Weerawarna, K. S.; Anker, W.; Williams, R. V.; Bushnell, G. W. Pure Appl. Chem. 1986, 58, 15.
15. Mitchell, R. H. J. Am. Chem. Soc. 2002, 124, 2352.
16. 2: C, 63.64; H, 6.98; S, 13.07. Found: C, 63.20; H, 7.10; S, 12.93.
17. Rossa, L.; Vögtle, F. Top. Curr. Chem. 1983, 113, 1.
18. Association constants were measured according to the method developed by D. J. Cram: Moore, S. S.; Tamowski, T. L., Newcomb, M.; Cram, D. J. J. Am. Chem. Soc. 1977, 99, 6398.
19. Ouchi, M.; Inoue, Y.; Kanzaki, T.; Hakushi, T. J. Org. Chem. 1984, 49, 1408.
20. Spartan 5.1.3 Unix software, http://www.wavefun.com.
21. 2 = 0.1652 for all data.
22. Seiler, P.; Dobler, M.; Dunitz, J. D. Acta Crystallogr. Sect. B 1974, B30, 2744.
23. Long, D.-L.; Cui, Y.; Chen, J.-T.; Cheng, W.-D.; Huang, J.-S. Polyhedron 1998, 17, 3969.
24. Hay, B. P.; Hancock, R. D. Coord. Chem. Rev. 2001, 212, 61.
25. Gokel, G. W.; Goli, D. M.; Minganti, C.; Echegoyen, L. J. Am. Chem. Soc. 1983, 105, 6786.
26. Pauling, L. The Nature of the Chemical Bond, 3rd ed.; Cornell University: Ithaca, NY, 1960.
27. (a) Junk, P. C.; McCool, B. J.; Moubaraki, B.; Murray, K. S.; Spiccia, L.; Cashion, J. D.; Steed, J. W. J. Chem. Soc., Dalton Trans. 2002, 1024.
28. (b) Junk, P. C.; Smith, M. K.; Steed, J. W. Polyhedron 2001, 20, 2979.
29. (c) Steed, J. W.; Sakellariou, E.; Junk, P. C.; Smith, M. K. Chem. Eur. J. 2001, 7, 1240.
30. (d) Junk, P. C.; McCool, B. J.; Moubaraki, B.; Murray, K. S.; Spiccia, L. Angew. Chem., Int. Ed. Engl. 1999, 38, 2224.